6-[2-(4-Aryl-1-piperazinyl)ethyl]-2H-1,4-benzoxazin-3(4H)-ones: dual-acting 5-HT1 receptor antagonists and serotonin reuptake inhibitors

Bioorg Med Chem Lett. 2008 Oct 15;18(20):5653-6. doi: 10.1016/j.bmcl.2008.08.084. Epub 2008 Aug 28.

Abstract

Investigation of a series 6-[2-(4-aryl-1-piperazinyl)ethyl]-2H-1,4-benzoxazin-3(4H)-ones has led to the discovery of potent 5-HT(1A/1B/1D) receptor antagonists with and without additional SerT affinity. Modulation of the different target activities gave compounds with a range of profiles suitable for further in vivo characterization.

MeSH terms

  • Animals
  • Antidepressive Agents / chemical synthesis
  • Antidepressive Agents / pharmacology
  • Benzoxazoles / chemical synthesis*
  • Benzoxazoles / pharmacology
  • Drug Design
  • Humans
  • Liver / drug effects
  • Liver / metabolism
  • Models, Chemical
  • Piperazine
  • Piperazines / chemical synthesis*
  • Piperazines / chemistry
  • Piperazines / pharmacology
  • Rats
  • Selective Serotonin Reuptake Inhibitors / chemical synthesis*
  • Selective Serotonin Reuptake Inhibitors / pharmacology*
  • Serotonin 5-HT1 Receptor Antagonists
  • Serotonin Antagonists / chemical synthesis*
  • Serotonin Antagonists / pharmacology*

Substances

  • Antidepressive Agents
  • Benzoxazoles
  • Piperazines
  • Serotonin 5-HT1 Receptor Antagonists
  • Serotonin Antagonists
  • Serotonin Uptake Inhibitors
  • Piperazine